Find Hotels with a Pool in Key West, FL

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check availability on Key West Hotels with a Pool

Compare Key West Hotels with a Pool room rates, reviews, and availability. Most hotels are fully refundable.

Southernmost Beach Resort and Guesthouses
3 outdoor pools, pool umbrellas, sun loungers

Southernmost Beach Resort and Guesthouses

4.0 star property
8.6 out of 10, Excellent, (2404)
"We had the best time!"
The price is AED 976
AED 1,346 total
includes taxes & fees
14 May - 15 May
Southernmost Beach Resort and Guesthouses
24 North Hotel Key West - Newly Renovated
Outdoor pool, open 7:00 AM to 11:00 PM, pool umbrellas, sun loungers

24 North Hotel Key West - Newly Renovated

4.0 star property
7.6 out of 10, Good, (1422)
"Limited food options, Starbucks and poolside pub setting. Room power supplies need to be refreshed with new receptacles for AC, USB, USC etc that work. Staff very helpful and accommodating."
The price is AED 711
AED 1,007 total
includes taxes & fees
13 May - 14 May
24 North Hotel Key West - Newly Renovated
Hampton Inn Key West FL
Outdoor pool, pool umbrellas, sun loungers

Hampton Inn Key West FL

2.5 star property
9.0 out of 10, Wonderful, (1169)
"The room was clean, staff was friendly and helpful. The pool was beautiful. The transportation to downtown was convenient and ran every 45 min. The only downside was the breakfast was mediocre. "
The price is AED 878
AED 1,112 total
includes taxes & fees
4 May - 5 May
Hampton Inn Key West FL
The Gates Hotel Key West Newly Renovated
Exterior

The Gates Hotel Key West Newly Renovated

4.0 star property
7.6 out of 10, Good, (1012)
"communication with non english speaking staff was difficult. Gates side of facilitity is not well staffed. Coffee pot was broke and tech could not speak english, TV would not turn on with switch covered by maids. Phone was difficult and it is a long walk to your counter for us with bad feet..Be more considerate older customers to make a remote location work."
The price is AED 691
AED 984 total
includes taxes & fees
27 Apr - 28 Apr
The Gates Hotel Key West Newly Renovated
Parrot Key Hotel & Villas
Waterfront King Guest Room | Exterior

Parrot Key Hotel & Villas

4.0 star property
9.0 out of 10, Wonderful, (1010)
"We had a very relaxing stay in a Garden Suite. The staff were attentive, professional and friendly. The grounds and pools were well kept, private and peaceful. Highly recommend."
The price is AED 761
AED 1,067 total
includes taxes & fees
29 Apr - 30 Apr
Parrot Key Hotel & Villas
Silver Palms Inn
Outdoor pool

Silver Palms Inn

3.5 star property
9.2 out of 10, Wonderful, (1011)
"."
The price is AED 804
AED 1,153 total
includes taxes & fees
15 Apr - 16 Apr
Silver Palms Inn
Margaritaville Beach House Key West
Outdoor pool, open 7:00 AM to 11 PM, pool umbrellas, sun loungers

Margaritaville Beach House Key West

4.0 star property
8.4 out of 10, Very Good, (999)
"The staff is what makes this property such a wonderful experience! No matter the individual staff members function, they are all focused on excellent guest experience! Special shout out to Constanta for making sure all our needs were met whether we were lounging at the pool or on the patio dining area or dining inside! She greeted us daily and made sure we were always being taken care of!"
Margaritaville Beach House Key West
Fairfield Inn and Suites by Marriott Key West
Outdoor pool, open 7:00 AM to 10:00 PM, free cabanas, sun loungers

Fairfield Inn and Suites by Marriott Key West

3.0 star property
7.8 out of 10, Good, (1099)
"The hotel has many excellent qualities -- great staff / customer service, nice ambience around the pool, shuttle service, the breakfast, and interior of the rooms is solid. The infrastructure could use a little updating but overall this is a good place to stay in Key West. "
The price is AED 782
AED 983 total
includes taxes & fees
13 May - 14 May
Fairfield Inn and Suites by Marriott Key West
The Southernmost Inn - Adults Only
Courtyard

The Southernmost Inn - Adults Only

3.0 star property
8.2 out of 10, Very Good, (1049)
"Very good location. Nice, clean room, although a bit small. "
The price is AED 799
AED 1,064 total
includes taxes & fees
16 Apr - 17 Apr
The Southernmost Inn - Adults Only
Oceans Edge Key West Resort, Hotel & Marina
6 outdoor pools, free cabanas, pool umbrellas

Oceans Edge Key West Resort, Hotel & Marina

4.0 star property
8.8 out of 10, Excellent, (1636)
"Wonderful resort, great staff. I would suggest the shuttle bus takes you to the local restaurants as well as into downtown. Too far to walk to the great restaurants available off property. "
The price is AED 787
AED 1,101 total
includes taxes & fees
17 Apr - 18 Apr
Oceans Edge Key West Resort, Hotel & Marina
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Don't see what you're looking for?
See all available properties in Key West

Frequently asked questions

What's it like visiting Key West?
If taking it easy by the pool is your idea of a great getaway, you might want to think about Key West, which has 162 places to stay with pools. While you’re here, you can explore attractions like Duval Street, and then relax and unwind poolside at one of the accommodations in Key West that travelers like for their pools.
What are some hotels with pools in Key West?
Southernmost Beach Resort and Guesthouses: Hotel steps from South Beach. Features 2 pool bars, 3 outdoor pools, and a full-service spa. The Perry Hotel & Marina Key West: Hotel located near Smathers Beach. Offers 2 restaurants, 2 outdoor pools, and 2 pool bars. Parrot Key Hotel & Villas: Hotel located near Duval Street. Provides complimentary wireless internet access, 4 outdoor pools, and flat-screen televisions. The Reach Key West, Curio Collection by Hilton: Resort steps from South Beach. Features a private beach, an outdoor pool, and a full-service spa. The Gates Hotel Key West Newly Renovated: Hotel located near Smathers Beach. Offers 2 restaurants, an outdoor pool, and complimentary wireless internet access.
How many hotels with pools are there in Key West?
Expedia’s 162 hotels in Key West give you a great choice for your poolside getaway.
What is there to see and do in Key West?
Explore places like Duval Street while you’re in Key West. The picturesque setting of Audubon House and Tropical Gardens and Key West Butterfly and Nature Conservatory showcase the area’s natural beauty. Key West appeals to visitors with its beautiful ocean views, great live music scene, and bar scene.
When is the best time to book a hotel with a pool in Key West?
Taking into account the local weather in Key West is an important factor for planning your visit, especially if you plan to spend your trip poolside. The hottest months are usually August and July with an average temp of 84°F, while the coldest months are January and February with an average of 73°F. Average annual precipitation for Key West is 38 inches.